01 · the cities
Bridgeport
Bridgeport is the largest city in Connecticut, sitting on Long Island Sound with a working harbor and a real waterfront. P.T. Barnum lived here and the city's museum still pays tribute to his weird genius. It's a quick train ride to New York, with much cheaper housing and proper New England summers. The food scene punches above its weight, with old-school Portuguese and Brazilian spots packed every weekend.
full dispatch→Orlando
Orlando is theme parks plus lake-dotted residential neighborhoods, a surprisingly good food scene, and one of the fastest-growing tech hubs in the south. Winter Park is a charming brick-street pocket of art and brunch. The summer afternoon thunderstorms roll in at 3pm like clockwork. There's a swamp boardwalk within 15 minutes of wherever you are.
full dispatch→02 · the money
Median rent
Median rent
$2,767/mo
$1,937/mo
$830/mo less than Bridgeport (43%)
Median home price
Median home price
$768k
$402k
$365k less than Bridgeport
State income tax
State income tax
5.5%
0%
Gross left after rent
Gross left after rent
$5,108/mo
$6,396/mo
Orlando has $1,288/mo more gross after rent at $100k
Gross left after rent reflects state income tax but not federal, based on $100k salary. Enter your salary to find your ideal city.
03 · the weather
Pleasant days/yr
Pleasant days/yr
172 days
216 days
44 more than Bridgeport
Extreme heat days
Extreme heat days
0 days
10 days
days above 95°F per year
Extreme cold days
Extreme cold days
15 days
0 days
days below 20°F per year
Orlando has 10 more days above 95°F each year than Bridgeport. Bridgeport drops below 20°F on 15 more days per year than Orlando.
04 · the life
OutdoorScore
OutdoorScore
64 / 100
62 / 100
2.0 pts behind Bridgeport
Nonstop flights
Nonstop flights
1 routes
146 routes
145 more direct routes than Bridgeport
Metro size
Metro size
952k metro
2.8M metro
Bridgeport has 22.3x fewer events per month than Orlando.
the verdict
2
Bridgeport
categories won
7
Orlando
categories won
Orlando leads on money and weather and wins overall.
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